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Check prices for these dates

Next weekend
5 Jun - 7 Jun
In two weeks
12 Jun - 14 Jun
In one month
26 Jun - 28 Jun
In two months
24 Jul - 26 Jul

Our top choices for Chicago bed & breakfast

Private kitchen

The Sono Chicago

The Sono Chicago
3.5 star property
Near North Side
10.0 out of 10, Exceptional, (515 reviews)
"Great place! Easy street parking and within walking distance to shops and restaurants."
United States
Susan
The price is Rp3.612.588
Rp4.240.965 total
includes taxes & fees
2 Jun - 3 Jun
The Sono Chicago
Staircase

The Publishing House B&B

The Publishing House B&B
3.5 star property
Downtown Chicago
9.8 out of 10, Exceptional, (206 reviews)
"Super nice staff and clean rooms. Really neat and unique place to stay. Very relaxing"
United States
Matthew
The price is Rp5.212.477
Rp5.884.365 total
includes taxes & fees
11 Jun - 12 Jun
The Publishing House B&B
Living area

Dorothy's

Dorothy's
2.0 star property
Lakeview
8.6 out of 10, Excellent, (132 reviews)
"Absolutely perfect stay in Chicago. Everything we needed was there, breakfast was over the top amazing. I LOVE the area and the pizza spot downstairs, this place includes other perks also like BOGO well drink downstairs. Big Gay Sal’s pizza also does room service. I have never felt so at home away from home. 10/10 recommend, HIGHLY recommend"
United States
Jennifer
The price is Rp2.035.862
Rp3.012.758 total
includes taxes & fees
22 Jun - 23 Jun
Dorothy's
Spa

Ray's Bucktown B&B

Ray's Bucktown B&B
3.5 star property
Bucktown
9.8 out of 10, Exceptional, (399 reviews)
"The best breakfast I’ve ever had!!"
United States
Sixto
The price is Rp3.065.986
Rp3.461.322 total
includes taxes & fees
11 Jun - 12 Jun
Ray's Bucktown B&B
Superior Room, 1 King Bed (Room 4) | Egyptian cotton sheets, premium bedding, down duvets

House 5863 - Chicago Bed and Breakfast

House 5863 - Chicago Bed and Breakfast
3.5 star property
Edgewater
9.2 out of 10, Wonderful, (504 reviews)
"Great place and neighborhood to stay. Walked everywhere, including to the beach. The room had everything I needed. Fresh coffee and breakfast items steps from my room in the morning. Will stay again. "
United States
Cheryl
The price is Rp2.455.848
Rp3.995.914 total
includes taxes & fees
10 Jun - 11 Jun
House 5863 - Chicago Bed and Breakfast
Double Room, Private Bathroom (Venetian) | Terrace/patio

The Villa Toscana

The Villa Toscana
2.5 star property
Lakeview
7.8 out of 10, Good, (642 reviews)
"Great location, beautiful charming spot in Chicago that is quiet but somehow in the middle of a big social scene"
United States
Joseph J
The price is Rp1.774.222
Rp2.792.520 total
includes taxes & fees
1 Jun - 2 Jun
The Villa Toscana
Lobby sitting area

Villa D' Citta

Villa D' Citta
3.5 star property
Lincoln Park
9.4 out of 10, Exceptional, (119 reviews)
"Gina and staff were warm and friendly. When our toilet clogged, we got upgraded. When we needed a delayed checkout, they accommodated. We had a fire for a cold night and got delicious eggs and crispy bacon for breakfast. Highly recommend for those lovers of all things Italian. "
United States
Dana
The price is Rp5.709.847
Rp6.703.041 total
includes taxes & fees
10 Jun - 11 Jun
Villa D' Citta
Property entrance

Harvey House Bed & Breakfast

Harvey House Bed & Breakfast
4.0 star property
Oak Park
9.8 out of 10, Exceptional, (124 reviews)
"The Property was beautiful! When we walked in, the first utterance out of our mouths was "Wow!" Street parking was easy. The room "The Chalet" that we stayed in was spacious with many amenities and was spotless. The bed was very comfortable as well! And being on the third story, we got our stair steps in for our trip! Haha."
United States
Timothy
The price is Rp4.648.928
Rp5.159.423 total
includes taxes & fees
9 Jun - 10 Jun
Harvey House Bed & Breakfast
Property entrance

Wicker Park Inn

Wicker Park Inn
3.5 star property
West Town
9.0 out of 10, Wonderful, (265 reviews)
"Very nice place and great location with a lot of restaurants and shops."
United States
Regina
The price is Rp4.450.068
Rp5.223.838 total
includes taxes & fees
23 Jun - 24 Jun
Wicker Park Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chicago Hotel Reviews

Congress Plaza Hotel

Congress Plaza Hotel

6/10 Okay
"Hotel is pretty "okay" if you are going for business, but our experience was not nice. The Air Conditioner wasn't working on a 65-80 degree outside, I told the front desk if they can help or make a room change but the solution was to give me a floor fan, not the type of help I was hoping and did not do anything to the A/C, it felt like "this is the best we can do, handle it". I've been in the hotel industry for 9 years and that's not how we handle thing. Bellmen and housekeepers were great and very committed to the service."
Manuel Alejandro 3-night trip
Posted less than an hour ago
Congress Plaza Hotel

Find out more about Chicago

Chicago B&B information

Number of reviews
2,787
Accommodation
9 B&B
Lowest Price
Rp2.792.520
Highest Price
Rp6.703.041

Frequently asked questions

Searching for B&Bs in Chicago?
If you want to find a place to stay with a small number of rooms and a more personalised environment, a bed and breakfast may be the perfect thing for your trip to Chicago. A trip to Chicago wouldn't be complete without a stop at Fine Arts Building or Art Institute of Chicago if you're someone who could spend hours browsing exhibits.
Are you considering apartments over traditional hotel rooms?
B&Bs all have a unique charm — whether it's a cosy reading space or a sunlit breakfast nook, the small details are what make bed and breakfasts a fun place to get away.
What are the best bed and breakfasts in Chicago?
Why not look at these B&Bs in Chicago: Dorothy's: 7 rooms. The Sono Chicago: 7 rooms. Enjoy the rooftop terrace and fireplace in reception. The Villa Toscana: 9 rooms. House 5863 - Chicago Bed and Breakfast: 7 rooms. Enjoy the designer toiletries and private garden. Ray's Bucktown B&B: 11 rooms. Enjoy the free cooked breakfast and rooftop terrace.
How many bed & breakfasts should I expect to find in Chicago?
Expedia has 13 B&Bs in Chicago, so you'll have plenty of options to maximise comfort and relaxation.
What's the best time of year to book my B&B in Chicago?
When you're planning your stay in Chicago, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Chicago is 1260 mm.
What is there to do in Chicago?
Travellers who want to experience Chicago should visit its popular theatre scene and stunning architecture. If you're looking for some activities to entertain you on your trip, consider visiting Wrigley Field and Soldier Field. You should put Navy Pier and Naval Base Great Lakes on your list if you want to see more of the area.
How can I get to and around Chicago?
Planning your excursions in and around Chicago is easier with these transportation options. Fly into Chicago Midway Airport (MDW), which is located 8.6 mi (13.9 km) away. You can also search for flights into Chicago O'Hare International Airport (ORD), which is 15.7 mi (25.3 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.

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